JPS6365060B2 - - Google Patents
Info
- Publication number
- JPS6365060B2 JPS6365060B2 JP56067612A JP6761281A JPS6365060B2 JP S6365060 B2 JPS6365060 B2 JP S6365060B2 JP 56067612 A JP56067612 A JP 56067612A JP 6761281 A JP6761281 A JP 6761281A JP S6365060 B2 JPS6365060 B2 JP S6365060B2
- Authority
- JP
- Japan
- Prior art keywords
- exchange group
- amino acids
- polymer
- block copolymer
- pressure
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001413 amino acids Chemical class 0.000 claims description 26
- 229920001400 block copolymer Polymers 0.000 claims description 13
- 238000005341 cation exchange Methods 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 13
- 238000005349 anion exchange Methods 0.000 claims description 12
- 239000012528 membrane Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 239000002131 composite material Substances 0.000 claims description 7
- 238000005342 ion exchange Methods 0.000 claims description 7
- 235000001014 amino acid Nutrition 0.000 description 25
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 20
- 238000000502 dialysis Methods 0.000 description 18
- 239000004471 Glycine Substances 0.000 description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 230000007935 neutral effect Effects 0.000 description 6
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 5
- 239000003792 electrolyte Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 235000013922 glutamic acid Nutrition 0.000 description 5
- 239000004220 glutamic acid Substances 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 239000012535 impurity Substances 0.000 description 4
- 239000003014 ion exchange membrane Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 229920000831 ionic polymer Polymers 0.000 description 3
- 239000012466 permeate Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 235000018102 proteins Nutrition 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- XQBHAZDVLGNSOJ-UHFFFAOYSA-N 1-(4-ethenylphenyl)-n,n-dimethylmethanamine Chemical compound CN(C)CC1=CC=C(C=C)C=C1 XQBHAZDVLGNSOJ-UHFFFAOYSA-N 0.000 description 1
- ZDHWTWWXCXEGIC-UHFFFAOYSA-N 2-ethenylpyrimidine Chemical class C=CC1=NC=CC=N1 ZDHWTWWXCXEGIC-UHFFFAOYSA-N 0.000 description 1
- XUGNJOCQALIQFG-UHFFFAOYSA-N 2-ethenylquinoline Chemical class C1=CC=CC2=NC(C=C)=CC=C21 XUGNJOCQALIQFG-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003011 anion exchange membrane Substances 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000000909 electrodialysis Methods 0.000 description 1
- 125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- -1 styrene derivative amines Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56067612A JPS57185241A (en) | 1981-05-07 | 1981-05-07 | Separating and purifying method of amino acid |
| GB8211302A GB2098206B (en) | 1981-05-07 | 1982-04-19 | Method for separating and purifying amino acid using an amphoteric ion exchange membrane |
| DE19823215818 DE3215818A1 (de) | 1981-05-07 | 1982-04-28 | Verfahren zur abtrennung und reinigung von aminosaeuren |
| FR8207412A FR2505326B1 (fr) | 1981-05-07 | 1982-04-29 | Procede de separation et de purification d'acides amines |
| US06/659,861 US4554376A (en) | 1981-05-07 | 1984-10-11 | Method for separating and purifying amino acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56067612A JPS57185241A (en) | 1981-05-07 | 1981-05-07 | Separating and purifying method of amino acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57185241A JPS57185241A (en) | 1982-11-15 |
| JPS6365060B2 true JPS6365060B2 (cs) | 1988-12-14 |
Family
ID=13349944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56067612A Granted JPS57185241A (en) | 1981-05-07 | 1981-05-07 | Separating and purifying method of amino acid |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4554376A (cs) |
| JP (1) | JPS57185241A (cs) |
| DE (1) | DE3215818A1 (cs) |
| FR (1) | FR2505326B1 (cs) |
| GB (1) | GB2098206B (cs) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6270757A (ja) * | 1985-09-25 | 1987-04-01 | Toyo Soda Mfg Co Ltd | 液体クロマトグラフイ−による分離・分析方法及び分離・分析装置 |
| DE3720261A1 (de) * | 1987-06-19 | 1988-12-29 | Henkel Kgaa | Verfahren zur trennung von dicarbonsaeuren |
| GB2207618B (en) * | 1987-08-05 | 1991-05-15 | Ciba Geigy Ag | Process for treating aqueous fluids containing organic compounds and salts of polyvalent inorganic acids |
| US5491259A (en) * | 1994-09-13 | 1996-02-13 | The Dow Chemical Company | Process to produce aminocarboxylic acids containing low residual salt |
| US20060106226A1 (en) * | 1998-02-26 | 2006-05-18 | Aminopath Labs, Llc And A Patent License Agreement | Isolation of amino acids and related isolates |
| US20040038391A1 (en) * | 2002-02-06 | 2004-02-26 | Pyntikov Alexander V. | Amino acids factory |
| US6960451B2 (en) * | 2002-02-06 | 2005-11-01 | Green Earth Industries | Proteolytic fermenter |
| US20040203134A1 (en) * | 2002-02-06 | 2004-10-14 | Pyntikov Alexander V. | Complex technologies using enzymatic protein hydrolysate |
| JP4587694B2 (ja) * | 2004-04-07 | 2010-11-24 | 旭化成ケミカルズ株式会社 | アミノ酸とイミノジカルボン酸を分離回収する方法 |
| US20070161784A1 (en) * | 2006-01-11 | 2007-07-12 | Aminopath Labs, Llc | Methods and products of amino acid isolation |
| AT504206B8 (de) * | 2006-12-19 | 2008-09-15 | Gruene Bioraffinerie At Gmbh | Verfahren zur behandlung eines stoffstromes |
| CN102580791B (zh) * | 2011-12-12 | 2013-10-16 | 重庆大学 | 一种制备赖氨酸修饰两性大孔离子交换树脂的方法 |
| CN113797895A (zh) * | 2021-10-20 | 2021-12-17 | 中国科学院城市环境研究所 | 一种活性炭/石墨烯复合材料及其制备方法与应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5329996A (en) * | 1976-08-27 | 1978-03-20 | Ajinomoto Co Inc | Separation of amino acid from fermentation liquid |
| JPS5911343B2 (ja) * | 1979-11-27 | 1984-03-14 | 東ソー株式会社 | 両性イオン交換体 |
-
1981
- 1981-05-07 JP JP56067612A patent/JPS57185241A/ja active Granted
-
1982
- 1982-04-19 GB GB8211302A patent/GB2098206B/en not_active Expired
- 1982-04-28 DE DE19823215818 patent/DE3215818A1/de active Granted
- 1982-04-29 FR FR8207412A patent/FR2505326B1/fr not_active Expired
-
1984
- 1984-10-11 US US06/659,861 patent/US4554376A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB2098206A (en) | 1982-11-17 |
| DE3215818C2 (cs) | 1988-10-20 |
| FR2505326A1 (fr) | 1982-11-12 |
| GB2098206B (en) | 1985-10-30 |
| DE3215818A1 (de) | 1982-12-30 |
| US4554376A (en) | 1985-11-19 |
| JPS57185241A (en) | 1982-11-15 |
| FR2505326B1 (fr) | 1985-10-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Sata | Studies on ion exchange membranes with permselectivity for specific ions in electrodialysis | |
| Nakao et al. | Separation of proteins by charged ultrafiltration membranes | |
| CA1151591A (en) | Fractionation of protein mixtures | |
| US3933610A (en) | Desalination process by improved multistage electrodialysis | |
| US6126805A (en) | Electrodialysis including filled cell electrodialysis (electrodeionization) | |
| JPS6365060B2 (cs) | ||
| CN111330447B (zh) | 一种荷正电复合纳滤膜、及其制备方法和应用 | |
| US4351710A (en) | Fractionation of protein mixtures | |
| Sata | Modification of properties of ion‐exchange membranes. IV. Change of transport properties of cation‐exchange membranes by various polyelectrolytes | |
| US4514304A (en) | Method for purifying and concentrating organic matters | |
| JPH0576735A (ja) | 複極性膜及びその製造法 | |
| JPWO2005075500A1 (ja) | 陽イオン性タンパク質の分離精製方法 | |
| JP2001206964A (ja) | 一価陽イオン選択透過性陽イオン交換膜及びその製造方法 | |
| JP2687980B2 (ja) | 電気透析による塩の分離方法 | |
| JPS62153298A (ja) | アルパルテ−ムの精製方法 | |
| JPH07265864A (ja) | ふっ素イオンの除去方法 | |
| JP4330829B2 (ja) | 電気透析による有機酸類の除去方法及び装置 | |
| JPH0644977B2 (ja) | 両性イオン交換膜を用いた有機化合物の脱塩方法 | |
| JP2865381B2 (ja) | 水溶性染料の製造方法 | |
| JPS61257208A (ja) | 両性荷電膜を用いた透析方法 | |
| JPH07265863A (ja) | 硝酸イオンの除去方法 | |
| Meares | Ion-exchange membranes | |
| Schauer et al. | Salt separation by charged membranes | |
| JPS6078603A (ja) | イオン交換膜法電気透析装置 | |
| JPH04284832A (ja) | 無機塩含有両性界面活性剤溶液の電気透析方法 |